[ CAS No. 3460-18-2 ] {[proInfo.proName]}

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2D 3D

Structure of 3460-18-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 3460-18-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 3460-18-2 ]

SDS Specification

Alternatived Products of [ 3460-18-2 ]

Product Details of [ 3460-18-2 ]

CAS No. :	3460-18-2	MDL No. :	MFCD00007046
Formula :	C₆H₃Br₂NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	WRGKKASJBOREMB-UHFFFAOYSA-N
M.W :	280.90	Pubchem ID :	77004
Synonyms :

Calculated chemistry of [ 3460-18-2 ] Expand+

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	50.66
TPSA :	45.82 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.08 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.85
Log Po/w (XLOGP3) :	2.72
Log Po/w (WLOGP) :	3.12
Log Po/w (MLOGP) :	3.19
Log Po/w (SILICOS-IT) :	1.06
Consensus Log Po/w :	2.39

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.63
Solubility :	0.0654 mg/ml ; 0.000233 mol/l
Class :	Soluble
Log S (Ali) :	-3.34
Solubility :	0.13 mg/ml ; 0.000461 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.48
Solubility :	0.0932 mg/ml ; 0.000332 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.25

Safety of [ 3460-18-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 3460-18-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 3460-18-2 ]
Downstream synthetic route of [ 3460-18-2 ]

[ 3460-18-2 ] Synthesis Path-Upstream 1~2

1
[ 3460-18-2 ]
[ 3939-23-9 ]

Reference： [1] Patent: WO2017/222466, 2017, A1,

2
[ 3460-18-2 ]
[ 71216-20-1 ]

Reference： [1] Patent: US5451594, 1995, A,

[ 3460-18-2 ] Synthesis Path-Downstream 1~13

1
[ 3460-18-2 ]
[ 6358-77-6 ]
[ 100398-14-9 ]

Reference： [1]Journal of Organic Chemistry,1956,vol. 21,p. 824

2
[ 111-25-1 ]
[ 3460-18-2 ]
[ 98-80-6 ]
[ 864550-95-8 ]
N-hexyl-2-phenylcarbazole [ No CAS ]

Reference： [1]Synthesis,2005,p. 1619 - 1624

3
[ 7311-95-7 ]
[ 3460-18-2 ]
ethyl 2-(4-bromo-2-nitroanilino)benzo[b]thiophene-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dimethyl sulfoxide;	STARTING MATERIAL SYNTHESIS EXAMPLE 38 In the same manner as in Starting Material Synthesis Example 4 and using <strong>[7311-95-7]ethyl 2-aminobenzo[b]thiophene-3-carboxylate</strong> (6.0 g), 2,5-dibromonitrobenzene (8.5 g) and dimethyl sulfoxide (70 ml), crude crystals (7.3 g) of ethyl 2-(4-bromo-2-nitroanilino)benzo[b]thiophene-3-carboxylate were obtained.

Reference： [1]Patent: US6271225,2001,B1

4
[ 3460-18-2 ]
[ 852138-89-7 ]

Reference： [1]Journal of Materials Chemistry,2011,vol. 21,p. 11800 - 11814
[2]Journal of Materials Chemistry C,2015,vol. 3,p. 2624 - 2631
[3]Chemistry - An Asian Journal,2015,vol. 10,p. 2134 - 2138
[4]Journal of Materials Chemistry C,2015,vol. 3,p. 6822 - 6830
[5]Chemical Communications,2016,vol. 52,p. 4022 - 4024
[6]Journal of Materials Chemistry A,2016,vol. 4,p. 8750 - 8754
[7]Patent: CN103819455,2016,B
[8]Patent: US2017/69856,2017,A1
[9]Patent: KR2015/34146,2015,A
[10]Patent: CN104311588,2016,B
[11]Organic electronics,2018,vol. 59,p. 77 - 83
[12]Patent: CN105017302,2019,B
[13]Journal of Organometallic Chemistry,2019,vol. 895,p. 28 - 36
[14]Patent: KR101964677,2019,B1
[15]Patent: KR101996649,2019,B1
[16]Patent: KR102002020,2019,B1
[17]Patent: KR102080738,2020,B1
[18]Patent: KR102066709,2020,B1

5
[ 3460-18-2 ]
[ 864550-95-8 ]

Reference： [1]Tetrahedron,2011,vol. 67,p. 8248 - 8254

6
[ 3460-18-2 ]
[ 1211596-82-5 ]

Reference： [1]Patent: WO2011/159857,2011,A1
[2]Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,p. 3080 - 3084

7
[ 3460-18-2 ]
[ 1357572-66-7 ]

Reference： [1]Patent: WO2013/32297,2013,A1
[2]Patent: WO2015/99486,2015,A1
[3]Dyes and Pigments,2015,vol. 123,p. 196 - 203

8
[ 3460-18-2 ]
[ 609-08-5 ]
[ 90725-50-1 ]

Yield	Reaction Conditions	Operation in experiment
4.9 g		Sodium hydride (3.9 g) was suspended in dimethyl sulfoxide (24 mL), and diethyl methyl malonate (16 mL) was added at 0C, and then the reaction mixture was stirred at room temperature for 1.5 hours. The reaction mixture was heated to 100C, and a solution of 2,5-dibromonitrobenzene (15.3 g) in dimethyl sulfoxide (17 mL) was added at 100C, and then the reaction mixture was stirred at 100C for 5 hours. The reaction mixture was quenched with water, and extracted with ethyl acetate. The obtained organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethanol (75 mL), and tin (11.5 g) was added at room temperature. Concentrated hydrochloric acid (45 mL) was added at 0C, and then the reaction mixture was heated at reflux for 2 hours. After cooling to room temperature, the reaction mixture was quenched with water, and extracted with ethyl acetate. The obtained organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (4.9 g) as a brown solid. 1H-NMR (400 MHz, CDCl3) delta: 8.48 (1H, brs), 7.17 (1H, dd, J= 7.9, 1.3 Hz), 7.08 (1H, d, J = 7.9 Hz), 7.07 (1H, s), 3.41 (1H, q, J = 7.8 Hz), 1.48 (3H, d, J = 7.8 Hz). ESI-MS found: 226 [M+H]+

Reference： [1]Patent: EP2669270,2013,A1 .Location in patent: Paragraph 0566-0567

9
[ 3460-18-2 ]
[ 175883-62-2 ]
4-bromo-4'-methoxy-3'-methyl-2-nitro-1,1'-biphenyl [ No CAS ]
4,4''-dimethoxy-3,3''-dimethyl-2'-nitro-1,1'-4',1''-terphenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%; 15%	With palladium diacetate; potassium carbonate; In tetrahydrofuran; water; at 25℃; for 2h;	General procedure: To an oven dried round bottomed flask fitted with a stirring barand rubber septum was added 1,4-dibromo-2-nitrobenzene (1) (70 mg, 0.25 mmol), the boronic acid (0.25 mmol), Pd(OAc)2 (4 mg, 7 mol%) and K2CO3 (69 mg, 0.5 mmol). A mixture of THF/H2O (1/1) (2 mL) at 0 C was added by syringe and the resulting mixture stirred for 2 h at 0 C (some reactions were carried out at 25 C for 2 h or 24 h). the reaction was quenching with water (50 mL), followed by neutralizing with HCl when necessary. The mixture was extracted with CH2Cl2, washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel. The conversion and product ratios were calculated from the 1H NMR spectra of the crude products, using the integration of the proton para to the nitro group at ca 7.9 ppm (alternatively, integration of the proton adjacent to the nitro group at ca 7.7 ppm could be used).

Reference： [1]Tetrahedron,2018,vol. 74,p. 1731 - 1741

10
[ 3460-18-2 ]
[ 5720-07-0 ]
[ 175883-62-2 ]
4,4''-dimethoxy-3"-methyl-2'-nitro-1,1':4',1''-terphenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%		General procedure: To an oven dried round bottomed flask with a stir bar and rubber septum was added 1,4-dibromo-2-nitrobenzene (1) (70 mg, 0.25 mmol), 4-methoxyphenylboronic acid (2) (38 mg, 0.25 mmol), Pd(OAc)2 (4 mg, 7 mol%) and K2CO3 (69 mg, 0.5 mmol). A mixture of THF/H2O (1/1) (2 mL) at 0 C was added by syringe and the resulting mixture was stirred for 4 h at 0 C. The second boronic acid (0.25 mmol) was then added and the resulting mixture was stirred at 25 C for 16 h before quenching the reaction with water (50 mL) and extraction with CH2Cl2. The CH2Cl2 extract was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel. The conversion and product ratios were calculated from the 1H NMR spectra of the crude products, using the integration of the proton para to the nitro group at ca 7.9 ppm (alternatively, integration ofthe proton adjacent to the nitro group at ca 7.7 ppm could be used).

Reference： [1]Tetrahedron,2018,vol. 74,p. 1731 - 1741

11
[ 3460-18-2 ]
[ 3939-23-9 ]

Reference： [1]Patent: WO2017/222466,2017,A1

12
[ 3460-18-2 ]
[ 654664-63-8 ]
2-(4-bromo-2-nitrophenyl)triphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide; In tetrahydrofuran; water; at 90℃; for 16h;Inert atmosphere;	Synthesis of 2-(4-bromo-2-nitrophenyl)triphenylene A mixture of 15 g (55.1 mmol) of triphenylen-2-ylboronic acid, 15.5 g (55.1 mmol) of 1,4-dibromo-2-nitrobenzene, 1.3 g (1.12 mmol) of Pd(PPh3)4, 6.6 g (0.17 mol) of sodium hydroxide, 150 ml of H2O, and 300 ml of THF was degassed and placed under nitrogen, and then heated at 90 C. for 16 hrs. After the reaction finished, the mixture was allowed to cool to room temperature. Subsequently, the organic phase was separated, washed with ethyl acetate and water, and then dried over magnesium sulfate. The solvent was removed in vacuum. The residue was purified by column chromatography on silica (hexane-dichloromethane) to give the target product (16.7 g, 38.9 mmol, 71%) as a yellow solid.

Reference： [1]Patent: US2019/194534,2019,A1 .Location in patent: Paragraph 0050-0051

13
[ 3460-18-2 ]
[ 654664-63-8 ]
12-bromo-10H-phenanthro[9,10-b]carbazole [ No CAS ]

Reference： [1]Patent: US2019/194534,2019,A1

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Preparation of Alkylbenzene ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Vilsmeier-Haack Reaction

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Ghs Precautionary Statements

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H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 3460-18-2 ] {[proInfo.proName]}

Quality Control of [ 3460-18-2 ]

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Physicochemical Properties

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

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Application In Synthesis of [ 3460-18-2 ]

[ 3460-18-2 ] Synthesis Path-Upstream 1~2

[ 3460-18-2 ] Synthesis Path-Downstream 1~13

Technical Information

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Aryls

Bromides

Nitroes

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Prevention

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Physical hazards

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[ 3460-18-2 ]